cyclopenthiazide   Click here for help

GtoPdb Ligand ID: 7899

Synonyms: cyclomethiazide | SU-8341
Approved drug
cyclopenthiazide is an approved drug (UK (2006))
Compound class: Synthetic organic
Comment: The drug used as cyclopenthiazide is a racemic mixture of (R)- and (S)-stereoisomers (PubChem CIDs 6604279 and 40463616 respectively).
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 135.12
Molecular weight 379.04
XLogP 2.22
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

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Canonical SMILES Clc1cc2NC(CC3CCCC3)NS(=O)(=O)c2cc1S(=O)(=O)N
Isomeric SMILES Clc1cc2NC(CC3CCCC3)NS(=O)(=O)c2cc1S(=O)(=O)N
InChI InChI=1S/C13H18ClN3O4S2/c14-9-6-10-12(7-11(9)22(15,18)19)23(20,21)17-13(16-10)5-8-3-1-2-4-8/h6-8,13,16-17H,1-5H2,(H2,15,18,19)
InChI Key BKYKPTRYDKTTJY-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (UK (2006))
IUPAC Name Click here for help
6-chloro-3-(cyclopentylmethyl)-1,1-dioxo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-7-sulfonamide
International Nonproprietary Names Click here for help
INN number INN
1230 cyclopenthiazide
Synonyms Click here for help
cyclomethiazide | SU-8341
Database Links Click here for help
CAS Registry No. 742-20-1
ChEMBL Ligand CHEMBL1373254
DrugCentral Ligand 756
GtoPdb PubChem SID 249565582
PubChem CID 2904
Search Google for chemical match using the InChIKey BKYKPTRYDKTTJY-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BKYKPTRYDKTTJY
Search PubMed clinical trials cyclopenthiazide
Search PubMed titles cyclopenthiazide
Search PubMed titles/abstracts cyclopenthiazide
UniChem Compound Search for chemical match using the InChIKey BKYKPTRYDKTTJY-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BKYKPTRYDKTTJY-UHFFFAOYSA-N
Wikipedia Cyclopenthiazide